Amazing Race near Westwinds, Maryland

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Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

Embark on a thrilling adventure in Annapolis! Unravel the city's rich history, from its days as the US capital to its vibrant present. Discover the tales of Princess Anne, Abraham Lincoln, and Duke Ellington. Marvel at the city's architectural wonders, learn about the oldest living people in Maryland, and even snap a selfie with your favorite statue. Uncover secrets of the past and solve riddles that will challenge your mind. This is Annapolis like you've never seen it before!

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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Westwinds

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!

Alvin M.

Amazing experience. Very well set up.

Melissa S.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © Princess Zhang

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Puzzling Adventures Highlights

Team building
250+ Locations
Enriching
Accessible
Informative
Exploration
Kid friendly
Flat rate price
Outdoor activity
Photo Challenges
No reservations

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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Rendering Map

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directions

25 Northwest St., Annapolis, MD 21401

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More Information

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Directory

Scavenger Hunt

Mariners Cove Scavenger Hunt Lincoln Heights Scavenger Hunt Sturbridge Scavenger Hunt Primrose Acres Scavenger Hunt Annapolis Roads Scavenger Hunt Annapolis Overlook Scavenger Hunt The Meadows Scavenger Hunt Colony Hills Scavenger Hunt Annapolis Scavenger Hunt Winchester Scavenger Hunt Severn Forest Scavenger Hunt Timber Creek Scavenger Hunt Heritage Scavenger Hunt Ferry Farms Scavenger Hunt Naval Academy Scavenger Hunt Wardour Scavenger Hunt Watergate Village Scavenger Hunt Wilshire Scavenger Hunt Wilelinor Estates Scavenger Hunt Hillsmere Shores Scavenger Hunt Colonial Manor Estates Scavenger Hunt Elktonia Scavenger Hunt Browns Woods Scavenger Hunt Winchester On The Severn Scavenger Hunt Hickory Hills Scavenger Hunt Lands End Scavenger Hunt Captains Walk Scavenger Hunt The Ridings Scavenger Hunt Brice Manor Scavenger Hunt Keys Farm Scavenger Hunt Old Annapolis Neck Scavenger Hunt Hunt Meadows Scavenger Hunt Bestgate Terrace Scavenger Hunt Tyler Heights Scavenger Hunt Weems Creek Scavenger Hunt Painters Hill Scavenger Hunt Georgetown East Scavenger Hunt Wetheridge Estates Scavenger Hunt Victor Haven Scavenger Hunt Manresa Scavenger Hunt Cedarwood Cove Scavenger Hunt Baytowne Village Scavenger Hunt Bloomsbury Square Scavenger Hunt Forest Villa Scavenger Hunt Truxton Heights Scavenger Hunt Riverview Manor Scavenger Hunt Eastport Scavenger Hunt Bay View Heights Scavenger Hunt Severnside Scavenger Hunt Bywater Estates Scavenger Hunt The Courtyards Scavenger Hunt Providence Historical Scavenger Hunt West Annapolis Scavenger Hunt Threemile Oak Corner Scavenger Hunt Greenbriar Gardens Scavenger Hunt Severn Grove Scavenger Hunt Eastport Terrace Scavenger Hunt Dellwood Scavenger Hunt Providence Cove Scavenger Hunt Loretta Heights Scavenger Hunt Indian Hills Scavenger Hunt Gentry Scavenger Hunt Round View Scavenger Hunt Parole Scavenger Hunt Knightsbridge Scavenger Hunt Dorsey Heights Scavenger Hunt Captains Choice Scavenger Hunt Dulls Corner Scavenger Hunt Martins Cove Farm Scavenger Hunt New Point Scavenger Hunt Robinwood Scavenger Hunt The Village Scavenger Hunt Harkness Creek Park Scavenger Hunt Town Home Village Scavenger Hunt Pendennis Mount Scavenger Hunt Westwinds Scavenger Hunt Rundelac Farm Scavenger Hunt Beechwood On The Burley Scavenger Hunt Lindamoor On The Severn Scavenger Hunt Wardour Bluffs Scavenger Hunt Dreams Landing Scavenger Hunt Mariners Point Scavenger Hunt Forest Meadows Scavenger Hunt Greenbriar Scavenger Hunt Browns Woods Villa Scavenger Hunt Bembe Beach Scavenger Hunt Harness Woods Scavenger Hunt Admiral Heights Scavenger Hunt Romar Estates Scavenger Hunt Luce Creek Scavenger Hunt West Woods Scavenger Hunt Market Quay Scavenger Hunt Eatons Landing Scavenger Hunt Homewood Scavenger Hunt Pines On Severn Scavenger Hunt Hidden Point Scavenger Hunt Bancroft Scavenger Hunt Great Meadows Scavenger Hunt Anchorage Scavenger Hunt Bay Ridge Junction Scavenger Hunt

Escape Room

Annapolis Overlook Escape Room Martins Cove Farm Escape Room The Village Escape Room Bestgate Terrace Escape Room Eastport Terrace Escape Room West Annapolis Escape Room Captains Walk Escape Room Colony Hills Escape Room Hickory Hills Escape Room Wilelinor Estates Escape Room Robinwood Escape Room Homewood Escape Room New Point Escape Room Pendennis Mount Escape Room Weems Creek Escape Room Wetheridge Estates Escape Room Luce Creek Escape Room Dellwood Escape Room Dreams Landing Escape Room Bywater Estates Escape Room Heritage Escape Room Lindamoor On The Severn Escape Room Forest Villa Escape Room Harkness Creek Park Escape Room Victor Haven Escape Room The Courtyards Escape Room Truxton Heights Escape Room Threemile Oak Corner Escape Room Bancroft Escape Room Round View Escape Room Market Quay Escape Room Mariners Point Escape Room Loretta Heights Escape Room Tyler Heights Escape Room Severnside Escape Room Gentry Escape Room Old Annapolis Neck Escape Room Dulls Corner Escape Room Indian Hills Escape Room Hunt Meadows Escape Room Watergate Village Escape Room Dorsey Heights Escape Room Westwinds Escape Room Georgetown East Escape Room Bay View Heights Escape Room Browns Woods Escape Room Elktonia Escape Room Beechwood On The Burley Escape Room Winchester On The Severn Escape Room Ferry Farms Escape Room Hidden Point Escape Room Wardour Bluffs Escape Room Lincoln Heights Escape Room Romar Estates Escape Room Colonial Manor Estates Escape Room Wardour Escape Room Annapolis Roads Escape Room Keys Farm Escape Room Captains Choice Escape Room Providence Cove Escape Room Brice Manor Escape Room Providence Historical Escape Room Bloomsbury Square Escape Room Painters Hill Escape Room Winchester Escape Room Harness Woods Escape Room Wilshire Escape Room Sturbridge Escape Room Riverview Manor Escape Room Greenbriar Gardens Escape Room Severn Grove Escape Room Baytowne Village Escape Room Great Meadows Escape Room Manresa Escape Room West Woods Escape Room Rundelac Farm Escape Room Mariners Cove Escape Room Naval Academy Escape Room Admiral Heights Escape Room Greenbriar Escape Room Hillsmere Shores Escape Room Timber Creek Escape Room Anchorage Escape Room Parole Escape Room Forest Meadows Escape Room Town Home Village Escape Room Bembe Beach Escape Room Bay Ridge Junction Escape Room Primrose Acres Escape Room Cedarwood Cove Escape Room Pines On Severn Escape Room Browns Woods Villa Escape Room Knightsbridge Escape Room The Meadows Escape Room The Ridings Escape Room Severn Forest Escape Room Eatons Landing Escape Room Eastport Escape Room Lands End Escape Room Annapolis Escape Room

Treasure Hunt

Dorsey Heights Treasure Hunt Browns Woods Villa Treasure Hunt Pendennis Mount Treasure Hunt Tyler Heights Treasure Hunt Homewood Treasure Hunt Severn Forest Treasure Hunt Hillsmere Shores Treasure Hunt Heritage Treasure Hunt Loretta Heights Treasure Hunt New Point Treasure Hunt Riverview Manor Treasure Hunt Admiral Heights Treasure Hunt Cedarwood Cove Treasure Hunt Severn Grove Treasure Hunt Annapolis Treasure Hunt Manresa Treasure Hunt Indian Hills Treasure Hunt Wardour Treasure Hunt Severnside Treasure Hunt Harness Woods Treasure Hunt Providence Historical Treasure Hunt Threemile Oak Corner Treasure Hunt Naval Academy Treasure Hunt Georgetown East Treasure Hunt Westwinds Treasure Hunt Sturbridge Treasure Hunt Harkness Creek Park Treasure Hunt Old Annapolis Neck Treasure Hunt The Courtyards Treasure Hunt The Meadows Treasure Hunt Annapolis Overlook Treasure Hunt Wardour Bluffs Treasure Hunt Winchester Treasure Hunt Colonial Manor Estates Treasure Hunt Eatons Landing Treasure Hunt The Ridings Treasure Hunt Parole Treasure Hunt Great Meadows Treasure Hunt Luce Creek Treasure Hunt Anchorage Treasure Hunt The Village Treasure Hunt Hickory Hills Treasure Hunt Dulls Corner Treasure Hunt Dellwood Treasure Hunt Forest Villa Treasure Hunt Market Quay Treasure Hunt Watergate Village Treasure Hunt Gentry Treasure Hunt Mariners Point Treasure Hunt West Woods Treasure Hunt Primrose Acres Treasure Hunt Town Home Village Treasure Hunt Bloomsbury Square Treasure Hunt Bywater Estates Treasure Hunt Baytowne Village Treasure Hunt Lindamoor On The Severn Treasure Hunt Bestgate Terrace Treasure Hunt Greenbriar Gardens Treasure Hunt Wilshire Treasure Hunt Brice Manor Treasure Hunt Knightsbridge Treasure Hunt Rundelac Farm Treasure Hunt West Annapolis Treasure Hunt Bembe Beach Treasure Hunt Round View Treasure Hunt Captains Choice Treasure Hunt Winchester On The Severn Treasure Hunt Forest Meadows Treasure Hunt Colony Hills Treasure Hunt Weems Creek Treasure Hunt Truxton Heights Treasure Hunt Timber Creek Treasure Hunt Lincoln Heights Treasure Hunt Wetheridge Estates Treasure Hunt Hunt Meadows Treasure Hunt Keys Farm Treasure Hunt Martins Cove Farm Treasure Hunt Captains Walk Treasure Hunt Painters Hill Treasure Hunt Romar Estates Treasure Hunt Annapolis Roads Treasure Hunt Elktonia Treasure Hunt Robinwood Treasure Hunt Pines On Severn Treasure Hunt Victor Haven Treasure Hunt Lands End Treasure Hunt Ferry Farms Treasure Hunt Bancroft Treasure Hunt Beechwood On The Burley Treasure Hunt Greenbriar Treasure Hunt Providence Cove Treasure Hunt Bay Ridge Junction Treasure Hunt Bay View Heights Treasure Hunt Dreams Landing Treasure Hunt Eastport Terrace Treasure Hunt Wilelinor Estates Treasure Hunt Mariners Cove Treasure Hunt Hidden Point Treasure Hunt Eastport Treasure Hunt Browns Woods Treasure Hunt

Amazing Race

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Walking Tour

Rundelac Farm Walking Tour West Annapolis Walking Tour Bywater Estates Walking Tour Knightsbridge Walking Tour Georgetown East Walking Tour Wilshire Walking Tour Gentry Walking Tour Naval Academy Walking Tour Baytowne Village Walking Tour Lincoln Heights Walking Tour Eastport Walking Tour Indian Hills Walking Tour Lands End Walking Tour Admiral Heights Walking Tour Captains Walk Walking Tour Eatons Landing Walking Tour Tyler Heights Walking Tour Dorsey Heights Walking Tour Riverview Manor Walking Tour Truxton Heights Walking Tour The Courtyards Walking Tour Timber Creek Walking Tour Annapolis Walking Tour Luce Creek Walking Tour Severn Grove Walking Tour Parole Walking Tour Elktonia Walking Tour Forest Villa Walking Tour Hunt Meadows Walking Tour Bay Ridge Junction Walking Tour Severn Forest Walking Tour Bay View Heights Walking Tour Westwinds Walking Tour Bestgate Terrace Walking Tour Hickory Hills Walking Tour Severnside Walking Tour Weems Creek Walking Tour Sturbridge Walking Tour Hillsmere Shores Walking Tour Primrose Acres Walking Tour The Village Walking Tour Eastport Terrace Walking Tour New Point Walking Tour Dulls Corner Walking Tour Greenbriar Gardens Walking Tour Colony Hills Walking Tour Mariners Cove Walking Tour Annapolis Overlook Walking Tour Wetheridge Estates Walking Tour Winchester On The Severn Walking Tour Browns Woods Villa Walking Tour Watergate Village Walking Tour Loretta Heights Walking Tour Homewood Walking Tour Manresa Walking Tour Dellwood Walking Tour Providence Historical Walking Tour Wardour Bluffs Walking Tour The Ridings Walking Tour Cedarwood Cove Walking Tour Town Home Village Walking Tour Romar Estates Walking Tour Great Meadows Walking Tour Winchester Walking Tour West Woods Walking Tour Lindamoor On The Severn Walking Tour Hidden Point Walking Tour Victor Haven Walking Tour Round View Walking Tour Robinwood Walking Tour Ferry Farms Walking Tour Greenbriar Walking Tour Browns Woods Walking Tour Annapolis Roads Walking Tour Threemile Oak Corner Walking Tour Beechwood On The Burley Walking Tour Bloomsbury Square Walking Tour Bancroft Walking Tour Mariners Point Walking Tour Captains Choice Walking Tour Market Quay Walking Tour Bembe Beach Walking Tour Pines On Severn Walking Tour Anchorage Walking Tour Dreams Landing Walking Tour Keys Farm Walking Tour The Meadows Walking Tour Harness Woods Walking Tour Colonial Manor Estates Walking Tour Wilelinor Estates Walking Tour Harkness Creek Park Walking Tour Wardour Walking Tour Providence Cove Walking Tour Heritage Walking Tour Painters Hill Walking Tour Forest Meadows Walking Tour Pendennis Mount Walking Tour Old Annapolis Neck Walking Tour Brice Manor Walking Tour Martins Cove Farm Walking Tour

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